San Jose Vacation Packages

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Top San Jose Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Baguala Hotel

La Baguala Hotel

3.5 out of 5
Price was CA $2,438, price is now CA $2,197 per person
CA $2,197
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Montevideo (MVD)
8.8/10 Excellent! (26 reviews)
Beautiful enstancia on the banks of the river Plata. Excellent rooms, local beaches at hand, pools, spa, restaurant on site. Bird-watcher's dream; very calm and peaceful.

Reviewed on Apr 20, 2025

Sofitel Montevideo Casino Carrasco and Spa

Sofitel Montevideo Casino Carrasco and Spa

5 out of 5
Carrasco
Price was CA $3,302, price is now CA $2,885 per person
CA $2,885
per person
Aug 5 - Aug 11
found 14 hours ago
Roundtrip flight included
Hamilton (YHM) to Montevideo (MVD)
9.2/10 Wonderful! (648 reviews)
The staff was very helpful. Buffet breakfast had lots of variety. Only thing was the bathroom sink got clogged. However, Maintenance was very quick in getting it fixed. Overall, it was a great hotel.

Reviewed on May 5, 2026

Regency Park Hotel

Regency Park Hotel

4 out of 5
Price was CA $2,910, price is now CA $2,566 per person
CA $2,566
per person
Aug 5 - Aug 11
found 14 hours ago
Roundtrip flight included
Hamilton (YHM) to Montevideo (MVD)
8.8/10 Excellent! (244 reviews)
Every weekend starting on Fridays they have weddings, and celebrations that are very loud. And they last up to 4 or 5 am. The music, the people and the fireworks!!! Those people usually stay over the weekend, so the dining room is absolutely packed. No respect or consideration for other guests! Not recommended for families or people that want to relax or rest.

Reviewed on Apr 19, 2026

Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
Price was CA $2,690, price is now CA $2,443 per person
CA $2,443
per person
Aug 5 - Aug 11
found 14 hours ago
Roundtrip flight included
Hamilton (YHM) to Montevideo (MVD)
8.8/10 Excellent! (1,002 reviews)
Breakfast was delicious, the area doesn’t seem to have much going on. But it was safe and in the city. Staff was very helpful. I just felt the bathrooms needed a bit more of scrubbing. Where the soaps hang there was a brown/cream layer of dirt. Other than that, place was fine.

Reviewed on Apr 18, 2026

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was CA $2,688, price is now CA $2,454 per person
CA $2,454
per person
Aug 5 - Aug 11
found 14 hours ago
Roundtrip flight included
Hamilton (YHM) to Montevideo (MVD)
8.6/10 Excellent! (922 reviews)
The hotel was really nice, wonderful staff, clean and comfortable room. Breakfast was good. I will come back.

Reviewed on Mar 26, 2026

San Jose Hotel Deals

Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jun 15 to Jun 16
CA $205
CA $208 total
Jun 15 - Jun 16
9.6/10 Exceptional! (414 reviews)
"Muy amables todos"

Reviewed on May 27, 2026

Costanero Hotel Montevideo - MGallery Collection
Radisson Montevideo Victoria Plaza Hotel

Radisson Montevideo Victoria Plaza Hotel

5 out of 5
759 Plaza Independencia Montevideo
Fully refundable
The price is CA $261 per night from Jun 20 to Jun 21
CA $261
CA $264 total
Jun 20 - Jun 21
8.6/10 Excellent! (928 reviews)
"Excellent location. Clean rooms and helpful staff. One slight negative is for such a large hotel there was no dedicated bar. Good hotel"

Reviewed on May 18, 2026

Radisson Montevideo Victoria Plaza Hotel
Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752 Montevideo
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jun 5 to Jun 6
CA $116
CA $119 total
Jun 5 - Jun 6
8.2/10 Very Good! (1,004 reviews)
"I was surprised to see the mattress didn’t have a protector. It only had the flat sheet on it. Maybe that’s how the beds are made at this hotel."

Reviewed on May 30, 2026

Dazzler by Wyndham Montevideo
See all 262 properties in San Jose
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a San Jose vacation package cost?
Tailor make your San Jose package from as little as CA $2,197. Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to San Jose?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels around the globe, your San Jose vacation package can be tailored exactly to suit your budget. With all that extra money, why not include one or more awesome tours and activities? It's an easy way to unlock even more savings. That dream vacation to San Jose is much closer than you thought!
How far in advance should I book my San Jose vacation?
Browse Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap tickets to San Jose sometimes occur within weeks of departure.
What does an Expedia San Jose travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your ideal San Jose travel package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a San Jose travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a San Jose Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your San Jose trip.
If I'm not able to travel, can I cancel my San Jose vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

What to do in San Jose

Montevideo Tailor-Made Experience — Private Tour with a Local

Tailor-made Montevideo: Private City Tour with a Local

CA $287
per adult
100% of travellers recommend
Tailor-made Montevideo: Private City Tour with a Local
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Montevideo Day Tour with Rio de la Plata Boat Ride

CA $923
per adult
100% of travellers recommend
Montevideo Day Tour with Rio de la Plata Boat Ride
Fortaleza del Cerro Montevideo Private Tour with Tickets

Fortaleza del Cerro Montevideo Private Tour with Tickets

CA $269
per adult
Fortaleza del Cerro Montevideo Private Tour with Tickets
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.